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7-[(2R,3R,4S,5R,6R)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)chromen-4-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 3001a604-d99e-40e5-aab2-d88d923299e2
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 7-[(2R,3R,4S,5R,6R)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)chromen-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H40O19/c1-11-21(37)23(39)26(42)30(46-11)50-29-25(41)22(38)19(10-34)49-33(29)52-32-28(44)24(40)27(43)31(51-32)47-14-7-15(35)20-16(36)9-17(48-18(20)8-14)12-3-5-13(45-2)6-4-12/h3-9,11,19,21-35,37-44H,10H2,1-2H3/t11-,19+,21-,22+,23+,24-,25-,26+,27+,28+,29+,30-,31+,32-,33-/m0/s1
InChI Key LPFFEQMPQWBGLC-CAMRQUDDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H40O19
Molecular Weight 740.70 g/mol
Exact Mass 740.21637904 g/mol
Topological Polar Surface Area (TPSA) 293.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -3.01
H-Bond Acceptor 19
H-Bond Donor 10
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-[(2R,3R,4S,5R,6R)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)chromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5478 54.78%
Caco-2 - 0.8808 88.08%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.6613 66.13%
OATP2B1 inhibitior - 0.7142 71.42%
OATP1B1 inhibitior + 0.9155 91.55%
OATP1B3 inhibitior + 0.9668 96.68%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8473 84.73%
P-glycoprotein inhibitior - 0.5243 52.43%
P-glycoprotein substrate + 0.5064 50.64%
CYP3A4 substrate + 0.6433 64.33%
CYP2C9 substrate - 0.8740 87.40%
CYP2D6 substrate - 0.8547 85.47%
CYP3A4 inhibition - 0.8840 88.40%
CYP2C9 inhibition - 0.9369 93.69%
CYP2C19 inhibition - 0.9450 94.50%
CYP2D6 inhibition - 0.9398 93.98%
CYP1A2 inhibition - 0.9341 93.41%
CYP2C8 inhibition + 0.6552 65.52%
CYP inhibitory promiscuity - 0.7416 74.16%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6805 68.05%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9146 91.46%
Skin irritation - 0.8335 83.35%
Skin corrosion - 0.9652 96.52%
Ames mutagenesis - 0.5364 53.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7239 72.39%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.8750 87.50%
skin sensitisation - 0.9429 94.29%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.9385 93.85%
Acute Oral Toxicity (c) III 0.7160 71.60%
Estrogen receptor binding + 0.8004 80.04%
Androgen receptor binding + 0.6398 63.98%
Thyroid receptor binding + 0.5503 55.03%
Glucocorticoid receptor binding + 0.6044 60.44%
Aromatase binding - 0.4856 48.56%
PPAR gamma + 0.7362 73.62%
Honey bee toxicity - 0.6906 69.06%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.6931 69.31%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.66% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.73% 91.49%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.92% 94.00%
CHEMBL2581 P07339 Cathepsin D 96.36% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.31% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.71% 89.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 94.45% 86.92%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.76% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.50% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.26% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.40% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 89.68% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.11% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.94% 97.09%
CHEMBL1907 P15144 Aminopeptidase N 86.75% 93.31%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.65% 99.17%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.45% 95.89%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 85.28% 81.11%
CHEMBL4208 P20618 Proteasome component C5 84.11% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.61% 95.89%
CHEMBL3194 P02766 Transthyretin 83.10% 90.71%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.72% 96.21%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 81.51% 83.57%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Buddleja officinalis

Cross-Links

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PubChem 44575350
LOTUS LTS0272751
wikiData Q105155137